Synthesis of unsymmetric triphenylene discotic liquid crystals with a semi-fluorinated chain and the influence of fluorophobic effect on mesogenic behavior

被引：13

作者：

Yang GaoFan ^{[1
]}

Zhao KeQing ^{[1
]}

Yu WenHao ^{[1
]}

Hu Ping ^{[1
]}

Wang BiQin ^{[1
]}

机构：

[1] Sichuan Normal Univ, Coll Chem & Mat Sci, Chengdu 610066, Peoples R China

来源：

SCIENCE IN CHINA SERIES B-CHEMISTRY | 2009年 / 52卷 / 08期

基金：

中国国家自然科学基金;

关键词：

discotic liquid crystal; triphenylene; semi-fluorinated ester chain; columnar mesophase; fluorophobic effect; molecular symmetry; SELF-ASSEMBLY BEHAVIOR; MESOMORPHIC PROPERTIES; MESOPHASE BEHAVIOR; BLOCK-COPOLYMERS; 1ST EXAMPLE; POLYMERS; MODEL;

D O I：

10.1007/s11426-009-0113-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The fluorophobic effect of the semi-fluorinated chain of discotic molecules efficiently improves the stability of columnar mesophase. Low symmetric discogens exhibit decreased melting points and wide mesophase ranges. A series of triphenylene derivatives 1, C18H6(OC (n) H2n+1)(4)(OMe)(O2CC2H4C6F13), and their hydrocarbon analogues 2, C18H6(OC (n) H2n+1)(4)(OMe)(O2CC8H17), n = 4-8, were synthesized for the investigation of the influence of semi-fluorinated peripheral chain and molecular symmetry on mesomorphism. The structures were characterized with 1H NMR and MS. The mesomorphism was studied with differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). The results showed that all triphenylene derivatives exhibited enantiotropic columnar mesophase. The semifluorinated triphenylenes 1a-1e displayed higher melting points and clearing points than their hydrocarbon analogies 2a-2e. Most of them were in columnar mesophase at room temperature.

引用

页码：1244 / 1252

页数：9

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